Rob Reynolds presented on using the Chocolatey package manager with Puppet on Windows. Chocolatey is like apt-get or yum but for Windows, allowing installation of programs and their versions to be managed. The Chocolatey module enables its use as a package provider in Puppet. While the built-in Windows package provider requires no setup, Chocolatey provides benefits like simple packaging and allowing version upgrades. Reynolds demonstrated using Chocolatey and Vagrant to configure a Windows system with Puppet.